This paper is a study of the concept and the affect of envy. Because of its singular dynamics, envy rarely appears in a straightforward or direct manner, so a consideration of the various ways in which envy influences interpersonal relationships is examined in relation to the consequences of early pathological attachments. A distinction between envy, jealousy and greed, and the part shame plays in relation to envious tension will be examined as well as the phenomenon of self-envy. Various theoretical models will be discussed in terms of their usefulness and application to the clinical material. Rather than seeking to alter or amend the theoretical grounds on the concept of envy, this paper focuses on the expression of envy as a form of destructive behaviour - destructive to the patient, to his objects and to the therapeutic process.